Four new phenolics and antiparasitic secondary metabolites from Flacourtia rukam Zoll. & Mortizi

Phytochemical investigation of Flacourtia rukam Zoll. & Mortizi (F. rukam) leaves and bark led to the isolation and characterization of seventeen compounds of which four phenolics were not previously described; 2-[(benzoyloxy)methyl]-phenyl-O-β-xylosyl-(1→2)-β-glucopyranoside (1), 2-[(benzoyloxy)methyl]-4-hydroxyphenyl-O-β-xylosyl-(1→2)-β-D-glucopyranoside (2), 2-hydroxy-5-(2-hydroxyphenoxy)phenoxy-β-glucopyranoside (3) and biphenyl-1,1′,2,2′-tetraol (5). Interestingly, the later compound is known as a synthetic but this is the first report for its isolation from nature. Chemical structures were established using extensive analysis of spectroscopic data (1 D and 2 D NMR and HRESIMS). Biphenyl-1,1,2,2′-tetrol (5) exhibited a good activity against Trypanosoma brucei trypomastigotes with IC50= 6.66 ug/mL. Compounds 2, 5, 9, 10, 11 and 12 showed a good in-vitro anti-inflammatory activity using proteinase inhibitory assay. On the contrary, all tested compounds were inactive as antileishmanial or antimalarial.